AM-919

AM-919
AM-919.png
Identifiers
CAS Number
PubChem CID
ChemSpider
ChEMBL
Chemical and physical data
FormulaC27H44O4
Molar mass432.645 g·mol−1
3D model (JSmol)
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AM-919 (part of the AM cannabinoid series) is an analgesic drug which is a cannabinoid receptor agonist. It is a derivative of HU-210 which has been substituted with a 6β-(3-hydroxypropyl) group. This adds a "southern" aliphatic hydroxyl group to the molecule as seen in the CP-series of nonclassical cannabinoid drugs, and so AM-919 represents a hybrid structure between the classical dibenzopyran and nonclassical cannabinoid families.[1]

AM-919 is somewhat less potent than HU-210 itself, but is still a potent agonist at both CB1 and CB2 with moderate selectivity for CB1, with a Ki of 2.2 nM at CB1 and 3.4 nM at CB2.[2][3]

See also[edit]

References[edit]

  1. ^ Roger Pertwee. Cannabinoids. Handbook of Experimental Pharmacology. 168. Springer. p. 269. ISBN 3-540-22565-X.
  2. ^ Tius, M. A.; Hill, W. A.; Zou, X. L.; Busch-Petersen, J.; Kawakami, J. K.; Fernandez-Garcia, M. C.; Drake, D. J.; Abadji, V.; Makriyannis, A. (1995). "Classical/Non-classical cannabinoid hybrids; stereochemical requirements for the southern hydroxyalkyl chain". Life Sciences. 56 (23–24): 2007–12. doi:10.1016/0024-3205(95)00182-6. PMID 7776825.
  3. ^ Drake, D. J.; Jensen, R. S.; Busch-Petersen, J.; Kawakami, J. K.; Concepcion Fernandez-Garcia, M.; Fan, P.; Makriyannis, A.; Tius, M. A. (1998). "Classical/Nonclassical hybrid cannabinoids: Southern aliphatic chain-functionalized C-6beta methyl, ethyl, and propyl analogues". Journal of Medicinal Chemistry. 41 (19): 3596–608. doi:10.1021/jm960677q. PMID 9733485.